| 4. Round | 09/09/2016 | Chelsea FC U23 | - | Tottenham Hotspur U23 | 3:1 | ||||
| 5. Round | 19/09/2016 | Reading FC U23 | - | Chelsea FC U23 | 2:1 | ||||
| 6. Round | 23/09/2016 | Chelsea FC U23 | - | Arsenal FC U23 | 1:2 | ||||
| 8. Round | 24/10/2016 | Chelsea FC U23 | - | Derby County U23 | 2:2 | ||||
| 9. Round | 31/10/2016 | Everton FC U23 | - | Chelsea FC U23 | 1:1 | ||||
| 11. Round | 26/11/2016 | Manchester City U23 | - | Chelsea FC U23 | 2:2 | ||||
| 14. Round | 06/01/2017 | Tottenham Hotspur U23 | - | Chelsea FC U23 | 2:2 | ||||
| 15. Round | 13/01/2017 | Leicester City U23 | - | Chelsea FC U23 | 0:4 |  |
Somalia
England